Sordid Facts About Leonard Bernstein, The Greatest Composer

October 26, 2023 | Brendan Da Costa

Sordid Facts About Leonard Bernstein, The Greatest Composer


Leonard Bernstein was the musical genius behind West Side Story. His conducting might have popularized classical music but he primarily composed scandals.


1. He Lived A Double Life

When it comes to musical conducting and composing, there is only one name everyone must know: Leonard Bernstein. But when the undisputed “King of Composition” wasn’t writing music for Broadway classics such as West Side Story, he was writing scandals in his own life. 

Even at the height of his fame, Leonard Bernstein lived a double life and kept a sordid secret.

American Composer Leonard Bernstein conducts an orchestra

2. He Wasn’t Musical At First

Leonard Bernstein was born in 1918 to Jennie and Samuel Joseph Bernstein, both Jewish immigrants from Ukraine. There was nothing particularly musical about his upbringing to suggest that he would go on to become the foremost name in classical music. In fact, it’s a wonder that Bernstein even survived his troubled infancy.

Leonard Bernstein, conductor and musical director of New York City SymphonyFred Palumbo, Wikimedia Commons

3. He Was Wheezy

From birth, Bernstein had been sickly and frail. He suffered from severe asthma attacks and his coughing fits would turn his little face blue as wheezed and gasped for air. Even as he grew older, as the luminary piano virtuoso and magical maestro, his coughing fits often owned the show as audiences could hear him wheezing over the orchestra.

American Composer Leonard Bernstein conducts an orchestrajean pimentel, Getty Images

4. He Was A Late Bloomer

At first, Bernstein’s only real exposure to music was the radio. It wasn’t until he was ten years old that a chance event ignited his passion for sound and song. His aunt Clara dropped off an upright piano at the Bernstein home. The curious little Bernstein then began to teach himself how to play the instrument. But he knew he couldn’t get far without lessons.

Portrait of Leonard Bernstein  looking at the cameraCarl Van Vechten, Wikimedia Commons

5. His Father Wouldn’t Pay For Lessons

Bernstein grew up during the throes of the Great Depression. While his father managed to keep the family afloat, he certainly didn’t think that music was any career path for Bernstein. So, when Bernstein approached his father about paying for music lessons, he received a resounding “No!” 

It’s possible that his father knew something even Bernstein didn’t.

: Leonard Bernstein and Benny Goodman in rehearsal, ca. 1940–1949William P. Gottlieb, Wikimedia Commons

6. He Put On Children’s Shows

Without his father’s help, Bernstein figured the best way to learn music was to teach it. He started giving piano lessons to the other neighborhood children and putting on concerts and shows. He organized the neighborhood kids and corralled them into putting on shows such as Bizet‘s “Carmen”. His father could no longer deny his son’s talent—or his natural inclinations.

Leonard Bernstein seated at piano, making annotations to musical scoreAl Ravenna, Wikimedia Commons

7. He Was Fond Of Pops

Seeing his son’s talent, Bernstein’s father decided to encourage his musical education. As a teenager, Bernstein began to attend orchestral concerts. His first concert featured the Boston Pops Orchestra. Looking back, Bernstein reminisced, "For me, during those days, the Pops represented heaven itself[...]I truly believed it was the pinnacle of human achievement”.

Leonard Bernstein playing a pianoHarry Pot , CC0, Wikimedia Commons

8. He Was Gaga Over Gershwin

Growing up, Bernstein idolized composers—not baseball players or movie stars like the other boys. But that’s because he wasn’t like the other boys. His idol, George Gershwin, passed when he was working as a camp counselor. He grieved the only way he knew how. A visibly “shaken” Bernstein forced the camp to do a moment of silence in the mess hall, then played some of Gershwin’s music as a tribute.

His obvious talents paved the way.

Portrait of George Gershwin looking rightCarl Van Vechten, Picryl

9. He Was “Gleeful”

Bernstein had a prominent college career at Harvard. You might even say he was “gleeful”. In between furthering his musical education and composing music with the likes of Donald Davidson, Bernstein had a side hustle. He joined the Harvard Glee Club and worked as an unpaid pianist with the Harvard Film Society. What’s another word for “happy”?

Harvard University Sever Hall buildingDaderot., CC BY-SA 3.0, Wikimedia Commons

10. He “Copped” A Feel

Bernstein learned a lot from his professors at Harvard but his real education in music came from a chance encounter. At a dance recital in New York City, Bernstein found himself sitting next to the legendary conductor and composer, Aaron Copland. Copland, intrigued with the talented young Bernstein, invited him to his birthday party after the recital.

It was the beginning of a beautiful relationship.

Aaron Copland at Rock HillLibrary of Congress, Picryl

11. He Impressed Copland

At Copland’s birthday party, Bernstein did what he did best—dazzled guests with his musical talents. The young composer put on an impromptu concert, playing Copland’s own challenging Piano Variations. Bernstein’s performance impressed Copland so much that the two formed a lasting relationship, with Bernstein calling Copland his “only real composition teacher”.

Copland taught him a whole lot more than music though.

Leonard Bernstein conducting an orchestraThe Library of Congress, Wikimedia Commons

12. He Started A Secret Affair

Copland brought out more than just Bernstein’s musical talents—he also brought out his secret inner desires. In the midst of his Harvard days, the young, vibrant and promising Bernstein started a secret affair with Copland. In fact, Copland seems to have introduced Bernstein to a whole new underground of secret affairs in the music community.

Portrait of Leonard Bernstein in his apartmentThe Library of Congress, Wikimedia Commons

13. He Conducted The Conductor

Copland wasn’t the only classical musical teacher and aficionado that caught Bernstein’s attention. While attending Harvard, Bernstein was impressed with the “charisma and power” of the Greek conductor, Dimitri Mitropoulos, and the two allegedly carried on an affair. But Copland and Mitropulos were just the overtures to Bernstein’s tempestuous love life.

Leonard Bernstein and Dimitri Mitropoulos in suitsBettmann, Getty Images

14. He Turned To Copland For Advice

Throughout his life, Bernstein had numerous affairs with both women and men. But, in his youth, he had a hard time trying to reconcile his romantic interests. So, he turned to Copland for advice—but he had some ideas of his own. Allegedly, Bernstein planned to hide his true romantic feelings by marrying his dentist's daughter.

As usual, the plan to hide his true nature was fraught with troubles.

Leonard Bernstein looking at the cameraLibrary of Congress, Picryl

15. His Friends Told Him To Be Himself

Bernstein also wrote about his plan to marry his dentist’s daughter in letters to David Oppenheim and Adolph Green. The advice from his friends, however, seemed to be not to deny his true feelings. Sadly, it would take Bernstein decades to find the same harmony in his romantic life as he did in his musical life. And even then, it only lasted as long as a song.

Leonard Bernstein reading somethingLibrary of Congress, Picryl

16. He Was An “A” Student

Bernstein survived his inner turmoil (and numerous affairs) at Harvard and even excelled in his career. After graduating from Harvard, he learned music conducting at the Curtis Institute of Music where he was an exemplary student. As legend has it, he was the only student to ever receive an “A” grade from the notoriously persnickety conducting teacher Fritz Reiner.

It might just have been a scarlet “A”.

Fritz Reiner in front of a pianoBain News Service, Wikimedia Commons

17. He Struggled To Make It

Bernstein completed his education at Curtis and, by all accounts, managed to keep his secret desires secret. He then moved to New York and supported himself by offering music lessons to singers and piano players. He got his big break, however, when he became the assistant conductor to Bruno Walter of the New York Philharmonic.

He wasn’t even ready for the kind of fame that came his way.

Bruno Walter looking at the cameraWeis , Wikimedia Commons

18. He Stepped Into The Spotlight

On the night of November 14, 1943, fate thrust Bernstein into the spotlight. He had only just started working as Walter’s assistant conductor when the man fell terribly ill with the flu. With little preparation, Bernstein had to take over that night’s performance with “challenging” works from Richard Wagner and Richard Strauss.

Aaron Copland with Leonard Bernstein, ca. 1940Kraft Victor, Picryl

19. He Didn’t Rehearse

The unexpected turn of events had the 25-year-old Bernstein trembling in his boots. As he later recalled, “When it came to the time—that very day—all I can remember is standing there in the wings shaking and being so scared. There was no rehearsal”.

Turns out, he didn’t need to rehearse. Leonard Bernstein was born for this very moment.

Leonard Bernstein speech at the Waldorf AstoriaLibrary of Congress, Picryl

20. He Was An “American Success Story”

Bernstein’s impromptu conducting debut turned him into an overnight sensation. The next morning, The New York Times raved about the electrifying new conductor on the block. “It's a good American success story,” The New York Times wrote. “The warm, friendly triumph of it filled Carnegie Hall and spread far over the air waves”.

But Bernstein’s newfound fame brought a dangerous dark side: He would have to work harder to keep his attraction to men secret or potentially face dire consequences.

Leonard Bernstein addresses a Young People's Concert audience in Carnegie Hall, 1960Library of Congress, Picryl

21. He Held Dangerous Concerts

In 1948, Bernstein took his music to dangerous new levels. At the height of the bloody and brutal Arab-Israeli conflict, he decided to conduct a concert. In the middle of the desert and underneath nothing but the protection of the stars. It wouldn’t be the last time that Bernstein used his music to promote peace behind enemy lines.

Leonard Bernstein, 1958Library of Congress, Picryl

22. He Was In Charge

Ever the rebel, Bernstein stunned audiences at an April 1962 concert starring the solo pianist Glenn Gould. Before the performance even began, Bernstein disavowed any responsibility for what he dubbed Gould’s “idiosyncratic” interpretation of the music. To their amazement, he addressed the crowd, saying, “In a concerto, who is the boss: the soloist or the conductor?”

There was no doubt—he was in charge.

Leonard Bernstein 1956Library of Congress, Picryl

23. He Found Everything He Ever Wanted

Bernstein wasn’t just in Israel to give a rousing performance in dangerous circumstances. He was also there to get aroused. While there, he had an affair with the hunky Israeli serviceman, Azariah Rapoport. From the sounds of it, he fell madly in love. “I can't quite believe that I should have found all the things I've wanted rolled into one,” he wrote.

But he couldn’t express his love publicly.

Leonard Bernstein at Tanglewood, 1956Library of Congress, Picryl

24. He Found The Woman Of His Dreams

In the happy post-WWII year of 1946, Bernstein met the woman of his dreams—i.e., a woman who could help him keep his secret. While at a party, Bernstein met the enchanting Costa Rican-Chilean actress, Felicia Montealegre. There must have been sweet melodies in the air because the two immediately locked eyes. But they weren’t always in harmony.

Portrait of Felicia Bernstein, Leonard Bernstein  wife looking at cameraLibrary of Congress, Picryl

25. He Was Hot And Cold

Bernstein and Montealegre had a troublesome on-again, off-again relationship. To outsiders, their tempestuous romance seemed like the product of their passionate, creative and artistic personalities. But Bernstein and Montealegre knew the truth. 

Nevertheless, they managed to find the right key long enough to get engaged.

Felicia and Leonard BernsteinLibrary of Congress, Picryl

26. He Broke It Off

Within a year of meeting each other, Bernstein and Montealegre became engaged. Sadly, within that same year they also broke off their engagement. The official story they gave for their split was simply to say that “they were not ready for marriage”. 

In truth, both Bernstein and Montealegre wanted to make music with someone else.

Leonard and Felicia Bernstein at Leaning Tower of PisaLibrary of Congress, Picryl

27. His Fiance Walked Out

Bernstein had wanted to marry Montealegre to help cover up his true desires. Unfortunately, it seems like Montealegre wanted a real marriage, not a sham one. After they broke off their engagement, Montealegre started up a romance with the dashing Hollywood hunk, Richard Hart. By all accounts, they were headed for the chapel.

Then circumstances brought Montealegre back to Bernstein.

Richard Hart 1949 looking rightThe Bureau of Industrial Service, Wikimedia Commons

28. He Married An Honest Woman

A “coronary occlusion” was bad news for Hart—it ended his life after just 35 years. But it was good news for Bernstein. Following Hart’s unexpected demise, Bernstein and Montealegre reunited. This time, both Bernstein and Montealegre were desperate to get married, each for their own less-than-honorable reasons. 

As such, they had one of the strangest prenups in history.

Leonoard and Felicia Bernstein at Pickfair HollywoodLibrary of Congress, Picryl

29. He Had An Understanding

Montealegre deeply admired Bernstein—and even loved him in her own way. But to marry a man that she knew couldn’t love her wholly took some understanding. She only agreed to the marriage if Bernstein agreed that he would not “embarrass her publicly”. 

Apart from that, she gave him free rein. Bernstein took full advantage.

Leonard and Felicia Bernstein, David DiamondLibrary of Congress, Picryl

30. He Had Trouble In Paradise

Even though his marriage to Montealegre was a sham, Bernstein couldn’t deny that she inspired some of his best work. While honeymooning in Mexico with his new bride, Bernstein wrote Trouble in Tahiti. The opera tells the story of a couple’s “troubled marriage[...]whose idyllic suburban post-WWII environment belies their inner turmoil”.

It was so scandalous that it was practically confessional.

Leonard Bernstein in tuxedo playing a pianoLibrary of Congress, Picryl

31. His Wife Was Sympathetic

Bernstein lucked out in finding a wife like Montealegre. She clearly expressed her sympathies for him when she wrote, “You are  gay and may never change—you don't admit to the possibility of a double life, but if your peace of mind, your health, your whole nervous system depend on a certain [carnal] pattern what can you do?”

Well, for starters, he could have multiple affairs.

Leonard Bernstein family, November, 1965Library of Congress, Picryl

32. He Couldn’t Live A Lie

By 1976, Bernstein could no longer live a lie. While he remained married to Montealegre, he separated from her to live with his long-time lover, Tom Cothran. While Montealegre loathed Cothran, she wished Bernstein all the happiness in the world. 

Without intending to, however, she ruined Bernstein’s second chance at happiness.

Leonard Bernstein conducts the New York PhilharmonicLibrary of Congress, Picryl

33. His Wife Couldn’t Take It Any More

Even though he was living with Cothran, Bernstein still kept his promise to Montealegre—he would not embarrass her in public. But Montealegre found it ever more difficult to conceal her anger and frustration with Bernstein and their shameful sham of a marriage. She had never promised not to embarrass him publicly. And that’s exactly what she did.

Leonard Bernstein Family, Nov. 12, 1964Library of Congress, Picryl

34. He Performed With His Wife

Bernstein and Montealegre took to the stage at the 1976 Carnegie Hall holiday concert of Peter and the Wolf. Bernstein conducted and Montealegre narrated. Despite their marital problems, the concert was such a success that an assistant presented Bernstein with a bouquet of 100 roses while the couple received their standing ovation.

The audience wasn’t clapping for long, though.

Leonard Bernstein, with the Vienna Philharmonic, 1967Library of Congress, Picryl

35. He Brought Her Flowers

In an attempt to show his appreciation to Montealegre—or to further conceal their marital problems from the public—Bernstein attempted to give the roses to her. Just as he was about to, however, his fiery wife turned on her heel and walked off stage, leaving the roses to fall to the stage floor while the audience gasped with stunned astonishment.

Leonard Bernstein playing a shofarLibrary of Congress, Picryl

36. He Was Different In Private

In public, Bernstein did his best to conceal his many affairs. But, in private, he practically flaunted them in front of his poor, long-suffering wife. One of their friends later recalled a visit to the Bernstein household that would have made tabloid headlines if anyone but him had seen it. Thankfully, the walls of the Bernstein house kept its secrets.

Leonard, Felicia, and Jamie Bernstein, 1952Library of Congress, Picryl

37. He Smooched In The Halls

This visiting friend described a vivid snapshot from the Bernstein household that evening. He stumbled upon Bernstein in the hallway, entwined in a passionate embrace with an Adonis-like young man of 20. Meanwhile, Montealegre languished alone in the somber solitude of their living room, a tableau of secrets and desires hidden behind closed doors.

Leonard, Felicia and Jamie Bernstein, at their homeLibrary of Congress, Picryl

38. His Wife Was His Secretary

Bernstein’s carefree, reckless behavior behind closed doors became something of an issue for Montealegre. She frequently discovered explicit love letters between Bernstein and his many “boyfriends” all over their house. She would even answer their phone only to find herself taking down messages from Bernstein’s lovers. And that wasn’t even the worst of it.

Leonard and Felicia Bernstein, 1962 looking at cameraLibrary of Congress, Picryl

39. His Wife Caught Him, Pants Down

One of the reasons that Montealegre probably disliked Cothran as much as she did was because of how she learned about him. The love letters and missives from Bernstein’s lovers were one thing—but the reality of his affairs was another. Bernstein loved Cothran so much that he became reckless, allowing Montealegre to catch him and Cothran in bed together.

Leonard Bernstein, Harry Belafonte, and Nat King ColeLibrary of Congress, Picryl

40. He Did Love His Wife—In A Way

Just one year after he moved in with Cothran, Bernstein had to abandon his not-so-secret lover when Monteleagre became ill with terminal lung cancer. Even though he didn’t feel romantic love for Montealegre, he still loved her enough to move back in with her and provide her with comfort and care until the illness consumed her life.

Felicia and Leonard BernsteinLibrary of Congress, Picryl

41. He Came Out Of Hiding

Following Montealegre’s passing, Bernstein threw caution to the wind. He felt that he no longer needed to hide his desires any longer. Not from anyone. One particularly scandalous event saw Bernstein attend the White House piano recital of William Huckaby. After the recital, Huckaby was speaking with then-President Jimmy Carter when, all of a sudden, Bernstein made a scene.

Leonard Bernstein looking at the cameraSjakkelien Vollebregt, CC0, Wikimedia Commons

42. He Disgusted A President

Huckaby recalled feeling “these hands clamped on my shoulders”. It was Bernstein. Apparently, he really wanted to let Huckaby know that he enjoyed his recital. Without warning, he spun Huckaby around and planted a big French kiss on him for the entire reception to see. Shocked and utterly mortified, President Carter stormed off.

President Jimmy Carter  looking at camera pingnews.com, Flickr

43. He Was “Radical” And “Chic”

Bernstein became enemies with more than one president. In January 1970, he and Montealegre hosted a party to raise funds for the Black Panthers. The controversial evening sparked outrage from everyone with The New York Times calling the attendees and the evening’s hosts “radical chic”. That one soiree had devastating consequences.

Leonard Bernstein conductingSjakkelien Vollebregt, CC0, Wikimedia Commons

44. He Was On Nixon’s Naughty List

All throughout his life and career, Bernstein was active in social issues. Particularly those concerning race. But the Black Panthers fundraiser that he and Montealegre hosted was one step too far for one president. The headline-grabbing party landed Bernstein on Richard Nixon’s infamous “enemies list”. And Nixon wasn’t the only one keeping tabs.

Leonard Bernsteinimg、Israel Philharmonic Orchestra In Osaka Festival HallAkiyoshi Matsuoka, CC BY-SA 4.0, Wikimedia Commons

45. He Was On The Wanted List

Bernstein managed to keep the details of his romantic life largely private—but some people had been keeping tabs. Specifically, the Federal Bureau of Investigation. The FBI investigated Bernstein “for his ties to communist organizations” and compiled an 800-page dossier on him. No doubt filled with the details of his sordid affairs.

Leonard Bernstein looking at cameraHans Peters , CC0, Wikimedia Commons

46. He Was Filled With Regret

In his later years, Bernstein became pensive and reflective—or “frustrated and cantankerous” depending on who you ask. Regardless, the famous composer and conductor was wracked with guilt over how his many sordid liaisons had impacted Montealegre’s health. He expressed his deep regrets the only way he knew how—through his music.

Leonard Bernstein conductingAllan warren, CC BY-SA 3.0, Wikimedia Commons

47. He Went Back To The Beginning

Facing his own mortality and the shame of his previous behavior, Bernstein revisited Trouble in Tahiti, the opera he had written while honeymooning with Montealegre in Mexico. In something approximating an apology, he wrote another semi-autobiographical opera, A Quiet Place, picking up where Trouble in Tahiti had left off.

The opera dealt openly with his own issues surrounding his identity.

Publicity photo of Leonard Bernstein and Maximilian Schell for TV series,Unknown Author, Wikimedia Commons

48. He Was Two In One

Bernstein saw himself reflected in the troubled lives and complicated melodies of his predecessors. The artist with whom he most identified was probably Gustav Mahler. He wrote, “It's like being two different men locked up in the same body; one man is a conductor and the other a composer[...]It's like being a double man”.

American composer, conductor and musician Leonard Bernstein, circa 1974TV Times, Getty Images

49. He Was A Family Man

There’s no doubt that Bernstein struggled to find the harmony between the two competing versions of himself. Nevertheless, he was still a happy family man (who had more than a few affairs on the side). Bernstein had three kids with Montealegre who, despite his marital troubles, he adored very much. Until the word games came out, that is.

Leonard Bernstein At Piano with daughterBettmann, Getty Images

50. He Was Cutthroat

When he wasn’t composing music or “conducting” one of his many affairs, Bernstein enjoyed spending time with his family. He often hit the ski slopes or played tennis. But his real love was word games. According to our sources, however, he had his knives out for solving anagrams when he would become so competitive so as to be “cutthroat”.

Leonard Bernstein conducts in front of a group of young peopleullstein bild, Getty Images

51. He Was Musical Until The End

Bernstein worked right up until the day he croaked—or, just about. He announced his retirement in October of 1990 at the age of 72. Just five days later, the music finally left him and his heart gave out due to complications brought on by mesothelioma. He wouldn’t have wanted it any other way, saying, “Life without music is unthinkable. Music without life is academic”.

Leonard Bernstein conducting OrchestraBettmann, Getty Images



More from Factinate

Featured Article

My mom never told me how her best friend died. Years later, I was using her phone when I made an utterly chilling discovery.

Featured Article

Madame de Pompadour was the alluring chief mistress of King Louis XV, but few people know her dark history—or the chilling secret shared by her and Louis.

More from Factinate

Featured Article

I tried to get my ex-wife served with divorce papers. I knew that she was going to take it badly, but I had no idea about the insane lengths she would go to just to get revenge and mess with my life.

Featured Article

Catherine of Aragon is now infamous as King Henry VIII’s rejected queen—but few people know her even darker history.




Dear reader,


Want to tell us to write facts on a topic? We’re always looking for your input! Please reach out to us to let us know what you’re interested in reading. Your suggestions can be as general or specific as you like, from “Life” to “Compact Cars and Trucks” to “A Subspecies of Capybara Called Hydrochoerus Isthmius.” We’ll get our writers on it because we want to create articles on the topics you’re interested in. Please submit feedback to contribute@factinate.com. Thanks for your time!


Do you question the accuracy of a fact you just read? At Factinate, we’re dedicated to getting things right. Our credibility is the turbo-charged engine of our success. We want our readers to trust us. Our editors are instructed to fact check thoroughly, including finding at least three references for each fact. However, despite our best efforts, we sometimes miss the mark. When we do, we depend on our loyal, helpful readers to point out how we can do better. Please let us know if a fact we’ve published is inaccurate (or even if you just suspect it’s inaccurate) by reaching out to us at contribute@factinate.com. Thanks for your help!


Warmest regards,



The Factinate team




Want to learn something new every day?

Join thousands of others and start your morning with our Fact Of The Day newsletter.

Thank you!

Error, please try again.